Aww, I like ironic/funny stories. I have one:
Back when I was living as a girl, I got to know this awesome guy at work. He was tall, handsome, intelligent, yadda yadda yadda. He was one of the few who knew I was trans because he was one of the managers of the business.
Anyhow, after working up the courage to talk with him, he and I developed a friendship, and he started inviting me to his upscale apartment to hang out with him. Well after about a month of hanging out, I told him I'd really like to make dinner for us one night - to which he agreed. It was that night I intended to... well, make my intentions known, and hoped we could hook up.
Dinner was served and I was so excited and nervous. We sat down together to talk over dinner and, reading my mind and intentions, he said, "I want you to know that I really like you, I think you are terrific, but I could never have a relationship with you." He then said, "I'm gay."
I thought, "ok.... I can work with this" so I replied optimistically, "Well, I know you know I am trans, so is that still a problem?"
He laughed and said, "I know, but I absolutely cannot see you as male. I tried, trust me, I thought I could make it work, but the more we hung out the more I realized I wasn't physically attracted to you."
I went home to my roommate... and cried.... oh the irony. Funny now looking back at it.